Natural product leads for drug discovery: Isolation, synthesis and biological evaluation of 6-cyano-5-methoxyindolo[2,3-a]carbazole based ligands as antibacterial agents

Songpo Guo; Suresh K. Tipparaju; Scott D. Pegan; Baojie Wan; Shunyan Mo; Jimmy Orjala; Andrew D. Mesecar; Scott G. Franzblau; Alan P. Kozikowski

doi:10.1016/j.bmc.2009.08.061

Natural product leads for drug discovery: Isolation, synthesis and biological evaluation of 6-cyano-5-methoxyindolo[2,3-a]carbazole based ligands as antibacterial agents

Songpo Guo, Suresh K. Tipparaju, Scott D. Pegan, Baojie Wan, Shunyan Mo, Jimmy Orjala, Andrew D. Mesecar, Scott G. Franzblau, Alan P. Kozikowski

School of Medicine

Research output: Contribution to journal › Article › peer-review

Abstract

Indolo[2,3-a]carbazole based inhibitors were synthesized from readily available indigo via a seven-step linear synthetic sequence with a moderate overall yield. The inhibitors were selectively and readily functionalized at the nitrogen on the indole portion of the carbazole unit. The synthesized analogs displayed moderate inhibitory activities toward Bacillus anthracis and Mycobacterium tuberculosis, indicating that indolo[2,3-a]carbazoles could serve as promising leads in the development of new drugs to combat anthrax and tuberculosis infections.

Original language	English (US)
Pages (from-to)	7126-7130
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry
Volume	17
Issue number	20
DOIs	https://doi.org/10.1016/j.bmc.2009.08.061
State	Published - Oct 15 2009

Keywords

Anthrax
Carbazole
Tuberculosis

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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Guo, S., Tipparaju, S. K., Pegan, S. D., Wan, B., Mo, S., Orjala, J., Mesecar, A. D., Franzblau, S. G., & Kozikowski, A. P. (2009). Natural product leads for drug discovery: Isolation, synthesis and biological evaluation of 6-cyano-5-methoxyindolo[2,3-a]carbazole based ligands as antibacterial agents. Bioorganic and Medicinal Chemistry, 17(20), 7126-7130. https://doi.org/10.1016/j.bmc.2009.08.061

Natural product leads for drug discovery : Isolation, synthesis and biological evaluation of 6-cyano-5-methoxyindolo[2,3-a]carbazole based ligands as antibacterial agents. / Guo, Songpo; Tipparaju, Suresh K.; Pegan, Scott D.; Wan, Baojie; Mo, Shunyan; Orjala, Jimmy; Mesecar, Andrew D.; Franzblau, Scott G.; Kozikowski, Alan P.

In: Bioorganic and Medicinal Chemistry, Vol. 17, No. 20, 15.10.2009, p. 7126-7130.

Research output: Contribution to journal › Article › peer-review

Guo, S, Tipparaju, SK, Pegan, SD, Wan, B, Mo, S, Orjala, J, Mesecar, AD, Franzblau, SG & Kozikowski, AP 2009, 'Natural product leads for drug discovery: Isolation, synthesis and biological evaluation of 6-cyano-5-methoxyindolo[2,3-a]carbazole based ligands as antibacterial agents', Bioorganic and Medicinal Chemistry, vol. 17, no. 20, pp. 7126-7130. https://doi.org/10.1016/j.bmc.2009.08.061

Guo, Songpo ; Tipparaju, Suresh K. ; Pegan, Scott D. ; Wan, Baojie ; Mo, Shunyan ; Orjala, Jimmy ; Mesecar, Andrew D. ; Franzblau, Scott G. ; Kozikowski, Alan P. / Natural product leads for drug discovery : Isolation, synthesis and biological evaluation of 6-cyano-5-methoxyindolo[2,3-a]carbazole based ligands as antibacterial agents. In: Bioorganic and Medicinal Chemistry. 2009 ; Vol. 17, No. 20. pp. 7126-7130.

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